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125482

Sigma-Aldrich

cis-Cyclooctene

contains 100-200 ppm Irganox 1076 FD as antioxidant, 95%

Synonym(s):

(Z)-Cyclooctene

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About This Item

Empirical Formula (Hill Notation):
C8H14
CAS Number:
931-87-3
Molecular Weight:
110.20
EC Number:
213-243-4
MDL number:
MFCD00001753
UNSPSC Code:
12352100
PubChem Substance ID:
24847668
NACRES:
NA.22

Quality Level

100

Assay

95%

form

liquid

contains

100-200 ppm Irganox 1076 FD as antioxidant

refractive index

n20/D 1.469 (lit.)

bp

145-146 °C (lit.)

mp

−16 °C (lit.)

solubility

H2O: insoluble

density

0.846 g/mL at 25 °C (lit.)

SMILES string

C1CCCC=CCC1

InChI

1S/C8H14/c1-2-4-6-8-7-5-3-1/h1-2H,3-8H2/b2-1-

InChI key

URYYVOIYTNXXBN-UPHRSURJSA-N

General description

cis-Cyclooctene undergoes addition reaction with carbon tetrachloride catalyzed by dichlorotris(triphenylphosphine) ruthenium(II) to yield 1-chloro-4-(trichloromethyl) cyclooctane (1,4-adduct). It undergoes epoxidation catalyzed by molybdenum oxide nanoparticles incorporated in a mesoporous silica shell coated on dense silica-coated magnetite nanoparticles.

Application

cis-Cyclooctene has been used to study the alkenes chemisorbed on silicon(100) by scanning tunneling microscopy.

Other Notes

Contains cyclooctane

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

77.0 °F - closed cup

Flash Point(C)

25 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Radical reactions in the coordination sphere. 4. Addition of carbon tetrachloride to cis-cyclooctene catalyzed by dichlorotris (triphenylphosphine) ruthenium (II).
Matsumoto H, et al.
The Journal of Organic Chemistry, 43(9), 1734-1736 (1978)
A magnetically recyclable nanocomposite catalyst for olefin epoxidation.
Mohammadreza Shokouhimehr et al.
Angewandte Chemie (International ed. in English), 46(37), 7039-7043 (2007-08-10)
Voltage-dependent STM images of covalently bound molecules on Si (100).
Padowitz DF and Hamers RJ.
The Journal of Physical Chemistry B, 102(43), 8541-8545 (1998)
Xiao-Song Xue et al.
Chemical reviews, 117(13), 8622-8648 (2017-03-11)
The most fundamental concepts in chemistry are structure, energetics, reactivity and their inter-relationships, which are indispensable for promoting chemistry into a rational science. In this regard, bond energy, the intrinsic determinant directly related to structure and reactivity, should be most
Anyang Peng et al.
Science advances, 6(5), eaax6637-eaax6637 (2020-02-18)
Traditionally, a catalyst functions by direct interaction with reactants. In a new noncontact catalytic system (NCCS), an intermediate produced by one catalytic reaction serves as an intermediary to enable an independent reaction to proceed. An example is the selective oxidation
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